5-[[(2-carboxyphenyl)methylene]amino]-4-chlorobenzoic acid | 1335150-61-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-[[(2-carboxyphenyl)methylene]amino]-4-chlorobenzoic acid
• 英文别名: 3-[(2-Carboxyphenyl)methylideneamino]-4-chlorobenzoic acid；3-[(2-carboxyphenyl)methylideneamino]-4-chlorobenzoic acid
• CAS: 1335150-61-2
• 化学式: C₁₅H₁₀ClNO₄
• 分子量: 303.702
• InChiKey: KUJOWRJRMNOTSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  二氯甲烷 、 5-[[(2-carboxyphenyl)methylene]amino]-4-chlorobenzoic acid 、 三苯基二氯化锑 在 NaOEt 作用下， 以 甲醇 为溶剂， 以56%的产率得到di[5-[[(2-carboxyphenyl)methylene]amino]-4-chlorobenzoatetriphenylantimony] - dichloromethane (1/2)
  参考文献：
  名称：

  Highly symmetrical 24-membered macrocyclic organoantimony(V) complexes constructed from Schiff base ligands possessing two terminal carboxyl groups

  摘要：

  Two novel organoantimony(V) complexes [Ph(3)SbL(a)](2) (1) and [Ph(3)SbL(b)](2) (2) (H(2)L(a) = 5-{[(2-carboxyphenyl) methylene]amino}-4-chlorobenzoic acid, and H(2)L(b) = 5-{[(2-carboxyphenyl)methylene]amino}-2-chlorobenzoic acid) have been synthesized by the reaction of triphenylantimony dichloride and Schiff base ligands with the ratio of 1:1, and characterized by elemental analysis, IR, (1)H and (13)C NMR spectroscopy. X-ray single-crystal diffraction analyses reveal that two highly symmetrical 24-membered macrocyclic organoantimony derivatives were found unprecedentedly, in which two antimony atoms are bridged by four terminal carboxyl groups of the Schiff base ligands, and antimony atoms exhibit typical five-coordinated trigonal-bipyramid geometry with two carboxyl oxygen atoms occupying the axial positions. In complexes 1 and 2, there exist several types of secondary interactions (C-H center dot center dot center dot pi, C-Cl center dot center dot center dot pi and C-H center dot center dot center dot Cl), which contribute to the formation of a 1D infinite chain in 1 and a 2D supramolecular network structure in 2 in their crystal structures, respectively. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2011.06.023

文献信息

• Highly symmetrical 24-membered macrocyclic organoantimony(V) complexes constructed from Schiff base ligands possessing two terminal carboxyl groups
  作者：Min Hong、Han-Dong Yin、Wen-Kuan Li、Xi-Ying You

  DOI：10.1016/j.inoche.2011.06.023

  日期：2011.10

  Two novel organoantimony(V) complexes [Ph(3)SbL(a)](2) (1) and [Ph(3)SbL(b)](2) (2) (H(2)L(a) = 5-[(2-carboxyphenyl) methylene]amino}-4-chlorobenzoic acid, and H(2)L(b) = 5-[(2-carboxyphenyl)methylene]amino}-2-chlorobenzoic acid) have been synthesized by the reaction of triphenylantimony dichloride and Schiff base ligands with the ratio of 1:1, and characterized by elemental analysis, IR, (1)H and (13)C NMR spectroscopy. X-ray single-crystal diffraction analyses reveal that two highly symmetrical 24-membered macrocyclic organoantimony derivatives were found unprecedentedly, in which two antimony atoms are bridged by four terminal carboxyl groups of the Schiff base ligands, and antimony atoms exhibit typical five-coordinated trigonal-bipyramid geometry with two carboxyl oxygen atoms occupying the axial positions. In complexes 1 and 2, there exist several types of secondary interactions (C-H center dot center dot center dot pi, C-Cl center dot center dot center dot pi and C-H center dot center dot center dot Cl), which contribute to the formation of a 1D infinite chain in 1 and a 2D supramolecular network structure in 2 in their crystal structures, respectively. (C) 2011 Elsevier B.V. All rights reserved.